Photochromism of 1,2-bis(2-n-alkyl-5-formyl-3-thienyl)perfluorocyclopentene derivatives

Pu, Shouzhi; Zhu, Shengsheng; Rao, Yi; Liu, Gang; Hui-zhen, Wei

doi:10.1016/j.molstruc.2008.12.039

Cited by 19 publications

(10 citation statements)

References 61 publications

(19 reference statements)

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“…The colors remain stable in the dark, but disappear by irradiation with visible light. The molecular structures and colors of diarylethenes showing photochromism in the crystalline phase are summarized in Table (refs , , , , , , , , , , , , , , , and − ). Photoinduced coloration/decoloration cycles of the crystals can be repeated more than 30 000 times while maintaining the photochromic performance and the bulk crystal shape .…”

Section: Crystalline Photochromismmentioning

confidence: 99%

Photochromism of Diarylethene Molecules and Crystals: Memories, Switches, and Actuators

et al. 2014

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Section: Crystalline Photochromismmentioning

confidence: 99%

Photochromism of Diarylethene Molecules and Crystals: Memories, Switches, and Actuators

et al. 2014

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“…The stannylated BDT monomer 5 was prepared from 4 with a yield of 78%. The thiophene substituted BDT derivative 7 was prepared from 3 and alkylated thiophene 6 via a two-step protocol, 45 i.e., lithiation and reduction with SnCl 2 . The tin reagent 8 was prepared from 7 and trimethyltin chloride in an 82% yield.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Design and synthesis of triazoloquinoxaline polymers with positioning alkyl or alkoxyl chains for organic photovoltaics cells

Hai

Zhao

et al. 2014

Polym. Chem.

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Four benzodithiophene-triazoloquinoxaline alternating polymers, PBDTT-BTzQx-EH-C1, PBDT-BTzQx-EH-C1, PBDT-BTzQx-EH-C12 and PBDT-BTzQx-C12, have been designed and synthesized to investigate the correlation of alkyl side chains with the opto-electronic properties of the resulting polymers. The introduction of side chains onto the thiophene spacer or quinoxaline unit lowers the highest occupied molecular orbital energy level of the polymers, while excessive chains prevent the polymer backbone from p-p stacking and result in a decreased short circuit current and fill factor in a photovoltaic application. The bulk heterojunction cells fabricated by blending PBDTT-BTzQx-EH-C1 with [6,6]phenyl-C61-butyric acid methyl ester exhibit a best power conversion efficiency (PCE) of 1.40%, with a short-circuit current density of 4.12 mA cm À2 , an open-circuit voltage of 0.62 V and a fill factor of 55%.The device was further optimized to 2.24% PCE by using PFN (5 nm)/Ca (5 nm) as a co-interfacial layer.

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“…The terthiophene analogues incorporating oxadiazole and thiadiazole were synthesized according to Scheme 1. 2-Decylthiophene was prepared from thiophene according to literature methods [74]. A carboxylic acid group was installed in the 5-position by treatment with n-butyl lithium, followed by carbon dioxide [75]; this acid was then treated with thionyl chloride to produce the acid chloride in situ, two equivalents of which were condensed in the presence of hydrazine hydrate and triethylamine to give 1 [76].…”

Section: Resultsmentioning

confidence: 99%

Heterocycle Effects on the Liquid Crystallinity of Terthiophene Analogues

et al. 2019

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Liquid crystalline self-assembly offers the potential to create highly ordered, uniformly aligned, and defect-free thin-film organic semiconductors. Analogues of one of the more promising classes of liquid crystal semiconductors, 5,5”-dialkyl-α-terthiophenes, were prepared in order to investigate the effects of replacing the central thiophene with either an oxadiazole or a thiadiazole ring. The phase behaviour was examined by differential scanning calorimetry, polarized optical microscopy, and variable temperature x-ray diffraction. While the oxadiazole derivative was not liquid crystalline, thiadiazole derivatives formed smectic C and soft crystal lamellar phases, and maintained lamellar order down to room temperature. Variation of the terminal alkyl chains also influenced the observed phase sequence. Single crystal structures revealed the face-to-face orientation of molecules within the layers in the solid-state, a packing motif that is rationalized based on the shape and dipole of the thiadiazole ring, as corroborated by density functional theory (DFT) calculations. The solution opto-electronic properties of the systems were characterized by absorption and emission spectroscopy, cyclic voltammetry, and time-dependent density functional theory (TD-DFT).

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Photochromism of 1,2-bis(2-n-alkyl-5-formyl-3-thienyl)perfluorocyclopentene derivatives

Cited by 19 publications

References 61 publications

Photochromism of Diarylethene Molecules and Crystals: Memories, Switches, and Actuators

Photochromism of Diarylethene Molecules and Crystals: Memories, Switches, and Actuators

Design and synthesis of triazoloquinoxaline polymers with positioning alkyl or alkoxyl chains for organic photovoltaics cells

Heterocycle Effects on the Liquid Crystallinity of Terthiophene Analogues

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